Chapter 14. Antiparasitic Agents

Hoffer, Max; Rachlin, A. I.

doi:10.1016/s0065-7743(08)60809-x

Cited by 3 publications

(2 citation statements)

References 98 publications

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“…Received April 12,1974 Nitroimidazoles are chemotherapeutically important as antiprotozoal and antibacterial agents. 1 For example, metronidazole t [ 1 -(2 -hy droxyethy 1) -2 -methyl -5 -nitroimidazole] is both an amebicide2 and trichomonacide3 while azomycin (2-nitroimidazole) exhibits antibiotic properties. 4 Other compounds of this type are effective against a variety of protozoan infections.1•5 A partial list includes dimetridazole (l,2-dimethyl-5-nitroimidazole) which is used against trichomonas in cows and H. meleagridis infections in fowl, ronidazole (l-methyl-2-carbamylmethyl-5-nitroimidazole) and ipronidazole (1 -methyl-2-isopropyl-5-nitroimidazole) which are potent histomonastats, some 2-styryl-5nitroimidazoleswhich are effective against trichomonas, and flunidazole [ 1 -(2-hydroxyethyl) -2-(p-fluorophenyl) -5nitroimidazole], a trichomonacide which is also an active local and oral amebicide in test animals.…”

mentioning

confidence: 99%

Synthesis and antiprotozoal activity of 1-(3-chloro-2-hydroxypropyl)-substituted nitroimidazoles

Hoffer¹,

Grünberg²

1974

J. Med. Chem.

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mentioning

confidence: 99%

Synthesis and antiprotozoal activity of 1-(3-chloro-2-hydroxypropyl)-substituted nitroimidazoles

Hoffer¹,

Grünberg²

1974

J. Med. Chem.

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“…N-Alkylnitroimidazoles are chemotherapeutically important as antiprotozoal and antibacterial agents (Hoffer & Rachlin, 1972), e.g. metronidazole, 1-(2-hydroxyethyl)-2-methyl-5-nitroimidazole, is both an amoebicide and a triehomonacide (PoweU, McLeod & Wilmot, 1966), while azomycine, 2-nitroimidazole, exhibits antibiotic properties (Maeda, Osato & Umezawa, 1953).…”

Section: -Amino-1-hydroxyhexylidenebis(phosphonic Acid)mentioning

confidence: 99%

Structure of 1-(4-chlorophenacyl)-2-methyl-5-morpholino-4-nitroimidazole

Borowiak¹,

Wolska²,

Baryła³

et al. 1989

Acta Crystallogr C

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Azanonaboranes Containing Imidazole Derivatives for Boron Neutron Capture Therapy: Synthesis, Characterization, and In Vitro Toxicity Evaluation

El‐Zaria

Genady

Gabel

2006

Chemistry A European J

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A number of azanonaboranes containing imidazole derivatives have been synthesized by a ligand-exchange reaction. The exo-NH(2)R group of the azanonaborane of the type [(RH(2)N)B(8)H(11)NHR] can be exchanged by one hetero-nitrogen atom of the imidazole ring. In the case of histamine, the exchange takes place on the aliphatic amino group, the hetero-nitrogen atom of the imidazole ring or both of them. The products were confirmed by NMR, IR spectroscopy, elemental analysis, and mass spectrometry. The electron-withdrawing effect of the nitro group in 2-nitroimidazole is the main hindrance to achieve the exchange reaction. In vitro experiments were performed with B16 melanoma cells. A comparison of the biological properties of the products in which the B(8)N cluster is connected to the hetero-nitrogen atom of imidazole ring or the aliphatic NH(2) group showed that incorporation of B(8)N cluster unit into primary amino group increases the compound's toxicity. In contrast, this specificity for cytotoxicity effect was not observed in the case of histamine containing two B(8)N clusters which was relatively nontoxic and did not inhibit colony formation up to concentrations of 2 mM.

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Chapter 14. Antiparasitic Agents

Cited by 3 publications

References 98 publications

Synthesis and antiprotozoal activity of 1-(3-chloro-2-hydroxypropyl)-substituted nitroimidazoles

Synthesis and antiprotozoal activity of 1-(3-chloro-2-hydroxypropyl)-substituted nitroimidazoles

Structure of 1-(4-chlorophenacyl)-2-methyl-5-morpholino-4-nitroimidazole

Azanonaboranes Containing Imidazole Derivatives for Boron Neutron Capture Therapy: Synthesis, Characterization, and In Vitro Toxicity Evaluation

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